If three months is the benchmark for your first couples holiday, two to three days is the best starting point for your break. James always recommends starting your travels with a weekend away before even considering anything longer. That way youll have a practice run and will be sure you are ready to commit to more.

Where should I go on vacation with my boyfriend?

31 Of The Best Vacation Destinations For CouplesRoadtrip up the California coast: Feast on killer food and drink in Austin: Get a free crash course in history in Washington, D.C.: Explore the Oregon Coast: Head west and cruise down Route 66: Get a taste of island life in Kauai: Get outdoors in Gatlinburg, Tennessee:More items •Feb 4, 2021

Where should couples travel?

20 Best Destinations for Couples TravelGili Meno, Indonesia. There is a reason why they call Gili Meno the Honeymoon island of the Gili Island archipelago. Amsterdam, Netherlands. Uluawtu, Bali, Indonesia. Ubud, Bali, Indonesia. Cassis, France. Akrotiri, Santorini, Greece. Big Sur, California, United States. Singapore.More items •May 11, 2016